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Supramolecular Ladder Assemblies as a Model for Probing Electronic Interactions between Multiple Stacked π‐Conjugated Systems
Author(s) -
Huang ChiHuao,
Jardel Damien,
Lautrette Guillaume,
Pianet Isabelle,
Kuhn Alexander,
Bassani Dario M.
Publication year - 2021
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.202000857
Subject(s) - comproportionation , delocalized electron , supramolecular chemistry , chemistry , electrochemistry , conjugated system , absorption spectroscopy , supramolecular assembly , crystallography , photochemistry , polymer , electrode , organic chemistry , crystal structure , physics , quantum mechanics
A series of mono‐, di‐, and tri‐topic receptors in which H‐bonding sites, complementary to those of barbituric acid (BA), are fused is used to induce the supramolecular assembly of n × m ladders containing 1, 2, or 3 triphenylenevinylene units appended with BA. The topological constraint enforced by the architectures induces through‐space interactions between the electroactive moieties that are reflected in the electronic absorption and emission spectrum. The n =2, m =2 or m =3 architectures undergo two single electron oxidation events, indicative of the formation of the corresponding mono‐ and di‐radical cation species with comproportionation constants of 340 and 70, respectively. Comparison of the electrochemical potentials suggests that the charges are delocalized over the electroactive units in the assembly.